One of the most scandalous aspects of Les's public life was his close affiliation with Jeffrey Epstein. Les hired Epstein to be his financial manager sometime in 1987, and he kept that job until 2007. He was Epstein's primary client at the time and even sold the convicted child molester a home in New York. In 1991, Les gave Epstein power of attorney and instated him as a trustee on the board of the Wexner Foundation.

However, by the mid-1990s, accusations started coming out about Epstein. Artist Maria Farmer told local and federal authorities that Epstein and Ghislaine Maxwell assaulted her at Les's Ohio home in 1996. Only a year later, actress Alicia Arden also filed a similar police report in Los Angeles, claiming that Epstein had falsely posed as a recruiter for Victoria's Secret before sexually assaulting her.

In 2006, Epstein was charged in Florida with "multiple counts of molestation and unlawful sexual activity with a minor." Surprisingly, it took 18 months for Les to fully cut ties with Epstein after his conviction.

In August 2019, after Epstein was convicted for a second time, Les addressed the Wexner Foundation and stated that Epstein "misappropriated vast sums of money."

Les has never escaped scrutiny regarding his longtime friendship with Epstein. A group of Ohio State University wrestlers, all of which were survivors of the long-term Ohio State University abuse scandal perpetrated by Richard Strauss, asked investigators in 2019 to look deeper into Maria's claims of abuse on Les's property. They were trying to prove that the Wexner family was somewhat involved in Epstein's abuse and took issue with Les and his wife being major benefactors of the school.

As of the time of writing, Les is not facing any criminal investigations regarding his relationship with Epstein or any of his other business dealings.

To learn more about the rollercoaster of a story that is Victoria's Secret, be sure to check out Victoria's Secret: Angels and Demons streaming exclusively on Hulu.